W. Clegg et al., 2 PRODUCTS OF RING-OPENING REACTIONS OF AN ARYLTHIONITROOXIRANE, Acta crystallographica. Section C, Crystal structure communications, 51, 1995, pp. 1950-1953
Crystal structure determination of the products, S-(4-methylphenyl) (a
lpha ha-bromo-2,2-dimethyl-1,3-dioxolane-4-thioacetate, C14H17BrO3S, (
2), and S-(4-methylphenyl) (alpha nylamino)-2,2-dimethyl-1,3-dioxolane
-4-thioacetate C22H25NO5S, (3), Of the two reactions, including absolu
te-structure assignment, shows that they proceed stereospecifically wi
th inversion of configuration. Common groups of the two structures hav
e essentially the same bond lengths and angles, but different conforma
tions, arising from weak hydrogen bonding and van der Waals interactio
ns.